Could anyone make a recommendation on where to begin collecting the Pali Canon? There are so many translations, I am totally overwhelmed. I would like to order some for my son, who is interested in attending a monastery....he would also like to learn Pali, but does not know any at this time. I wonder if it would be better to try to obtain a translation with only English or one that has English and Pali...As you can tell, I am lost! I would appreciate any advise...

Those are very good anthologies, but you may instead wish to purchase a single Nikaya of the pali canon. In which case I suggest the Majjhima Nikaya, published by Wisdom Publications, and edited by Bhikkhu Bodhi. Easily found on amazon.

It is thought that this Nikaya was compiled with the purpose of orientating new monastics in terms of doctrine, deportmemt and monastic culture. Things of importance to any young man who would wish to hang out in a monestary.

there is a PDF you can download with a bibliography for building a solid English sutta library. The selection puts a priority on accuracy, readability, and availability. Those texts marked with a star are recommended to start with. As you will see, they include the two sutta books already recommended on this thread. You will see other pages on that site that go into more detail about good books to start with.

One of the purposes of this PDF is for people like the OP who want to get the books but may not have a sense of where to begin. If it is helpful or you have suggestions for improvements that would be welcome.

As far as Pali language texts, most are now available for free on the Kindle. And there are other resources on the computer to get the texts so having the Pali print books is not so urgent.